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69 South Main Street, Wolfeboro, NH

Single Family Residence

For SaleActive
6 Beds|3 Baths|3,665 ft²|Built 1938|Wolfeboro

Listed by Maxfield Real Estate/Wolfeboro · Jon Parker

Property Description

69 S Main Street sits in Wolfeboro, New Hampshire — a single-family home offering 6 bedrooms, 3 bathrooms and 3,665 square feet of living space. The asking price is $3,950,000. The format is the classic one — a standalone home with no association between you and your plans for it. Beyond the basics, the listing carries garage parking for 8, 1938 construction and roughly $1,078 per square foot. See the listing's full details below, and reach out for a private showing of 69 S Main Street. Browse more homes for sale in Wolfeboro.

Some properties are purchased for what they are. Others are acquired for what they can become. Perfectly positioned in the heart of downtown Wolfeboro, yet privately nestled behind mature trees, perennial gardens, and classic New England stone walls, this extraordinary property offers 138 feet of pristine Lake Winnipesaukee waterfront on Wolfeboro Bay and nearly eight-tenths of an acre of beautifully landscaped grounds. Whether your vision is to preserve and thoughtfully modernize the existing residence or create an entirely new architectural masterpiece, the opportunity is unmatched. Raze-and-rebuild permits are already in place, dramatically reducing the time and uncertainty often associated with premier waterfront development. The existing home may also be redesigned within its current footprint, with professionally designed renderings available to showcase its remarkable potential. The gracious six-bedroom Colonial spans three levels and offers timeless character, two lakeside sunrooms, a spacious living room with wood-burning fireplace, formal dining room with butler's pantry, updated kitchen, refinished hardwood floors, and a first-floor guest suite with private entrance. Equally exceptional are the waterfront improvements. The impressive 48' x 58' dry boathouse provides space for multiple boats or up to six vehicles and includes a lakeside sun porch, workshop, and attic storage. Multiple stone patios, a substantial crib dock, and a protected lagoon create an extraordinary setting for boating, swimming, fishing, and lakeside entertaining. Just steps from Wolfeboro's shops, restaurants, marinas, and year-round attractions, yet offering remarkable privacy, this is one of the most significant waterfront opportunities to come to market in years. This is more than a remarkable waterfront property. It is an invitation to create something truly iconic.

Location Highlights

69 South Main Street is a single family residence in Wolfeboro, New Hampshire, listed at $3,950,000. That works out to about $1,078 per square foot, for a home built in 1938. It has been on the market for 19 days.

From here it is 26.5 miles to Downtown Plymouth / Main Street and 29.6 miles to Owl's Nest Resort. At this latitude, Wolfeboro averages roughly 8.4 hours of sun a day in June and 3.6 in December.

Zoned schools in the Governor Wentworth Regional: CarpenterE (Elementary), Kingswood (Middle), KingswoodR (High). Always confirm zoning with the district office.

Property Details

Essentials & finishes

  • Bedrooms:6
  • Total Baths:3
  • Full Baths:2
  • SqFt:3,665
  • Price / SqFt:$1077.76
  • Property Type:Single Family Residence
  • Year Built:1938
  • County:NH-Carroll
  • Town:Wolfeboro, NH
  • Status:Active
  • Days on Market:19

Primary Features

CountyNH-Carroll
Property TypeResidential
Year Built1938
ZoningWINNIP

Interior Features

AppliancesDishwasher, Dryer, Refrigerator, Washer, Electric Stove
BasementYes
Basement Access TypeInterior
Basement DescriptionUnfinished, Walk-Out Access
1/4 Baths0
3/4 Baths1
CoolingMini Split
Electric220 Volts, Circuit Breakers
FlooringWood
HeatingElectric, Hot Water
Rooms - Total12
SqFt-Approximate Finished Above Grade3,665
SqFt-Approximate Finished Below Grade0
SqFt Approximate Total Finished3,665
SqFt Approximate Total5,271

Location Information

School - DistrictGovernor Wentworth Regional
School - ElementaryCarpenterE
School - HighKingswoodR
School - Middle/JrKingswood

Financial Details

Tax - Gross Amount$29,268
Tax Year2025
Taxes TBDNo

Additional

Construction StatusExisting
ConstructionWood Frame, Vinyl Siding
CovenantsNo
Flood ZoneUnknown
Pre-ConstructionNo
Property Sub TypeSingle Family Residence
SeasonalNo
Total Stories1.75
SurveyedYes
Timeshare/Fractional OwnershipN
Water Access DetailsDeep Water Access, Directly Adjoining, Dock Access

External Features

ColorWhite
DrivewayPaved
Exterior FeaturesBoat Slip, Dock, Dry Dock
FoundationConcrete
GarageYes
Garage Capacity8
Lot FeaturesSidewalks, In Town, Near Golf Course, Near Shopping, Near Skiing, Near Snowmobile Trails, Near Hospital, Near School(s)
Lot - Acres0.93
Lot - SqFt40,511
ParkingGarage
Road Frontage TypePaved, Public
Road FrontageYes
Road Frontage Length100
RoofArchitectural Shingle
SewerPublic Sewer
UtilitiesCable Available
Water SourcePublic
Water Body TypeLake
MLS®: PrimeMLS #5103036; Listed by Maxfield Real Estate/Wolfeboro · Jon Parker

Property History

Annual taxes for this property

YearAssessed Tax
2024$67,150
2023$65,471
2022$63,793

Estimated from list price; verify with the town assessor.

Market Data

Live snapshot computed from active listings in this town

  • Active listings in Wolfeboro85
  • Average list price$2,209,955
  • Price range$247,770 – $10,950,000

Mortgage Calculator

Estimate your monthly payment for this home

20%
Loan Term
6.5%
Estimated monthly payment$26,392 / mo
  • Principal & Interest$19,973
  • Property Tax$5,596
  • Home Insurance$823

Estimates use typical New Hampshire costs — a 1.7% effective property-tax rate, insurance at 0.25% of home value/yr, and PMI below 20% down. Actual town tax rates vary; verify with your lender and the town assessor.

Around This Property

Schools, everyday places and nearby destinations near 69 South Main Street, Wolfeboro, NH

ElementaryCarpenterE
MiddleKingswood
High SchoolKingswoodR
DistrictGovernor Wentworth Regional
$3,950,000/ Asking Price
For SaleActive
Est. $19,973 / mo20% down · 30yr · 6.5%
Tom DeMatteo

Tom DeMatteo

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Questions About This Listing

Where is 69 S Main Street located?

The property is in Wolfeboro, New Hampshire (03894).

What is the asking price of 69 S Main Street?

69 S Main Street in Wolfeboro, NH is listed at $3,950,000.

That works out to about $1,078 per square foot.

How big is 69 S Main Street?

The home has 6 bedrooms and 3 bathrooms.

It offers 3,665 square feet of living space.

Can I still buy 69 S Main Street?

The listing's current MLS status is Active. Reach out and we can confirm availability and arrange a showing.

PrimeMLS

NOTE: This representation is based in whole or in part on data generated by PrimeMLS, Inc., which assumes no responsibility for its accuracy. The data relating to real estate displayed on this site comes in part from the IDX Program of PrimeMLS.

This listing data is intended for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.